Hydrochloric Acid → Cephalexin

HRID 914651Notes

Reaction equation

HRID 914651 reaction equation
[CH3:1][C:2]1[CH2:11][S:10][C@@H:5]2[C@H:6]([NH2:9])[C:7](=[O:8])[N:4]2[C:3]=1[C:12]([OH:14])=[O:13].[CH:15]1[CH:20]=[CH:19][C:18]([CH:21]([NH2:25])[C:22](N)=[O:23])=[CH:17][CH:16]=1.CC1(C)S[C@@H]2[C@H](NC(CC3C=CC=CC=3)=O)C(=O)N2[C@H]1C([O-])=O.[K+].Cl>>[CH3:1][C:2]1[CH2:11][S:10][C@@H:5]2[C@H:6]([NH:9][C:22]([C@H:21]([NH2:25])[C:18]3[CH:17]=[CH:16][CH:15]=[CH:20][CH:19]=3)=[O:23])[C:7](=[O:8])[N:4]2[C:3]=1[C:12]([OH:14])=[O:13]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 127912-Amino-2-phenylacetamideHCID 334987-Aminodeacetoxycephalosporanic acidHCID 23664709Penicillin G Potassium

Product 1

HCID 27447Cephalexin

Procedure

The reaction is carried out at 25° C. and pH 7.5 in a fixed bed reactor. 10 ml of an aqueous solution of a mixture 0.2 M 7-ADCA and 0.2 M D-phenylglycinamide are passed through a column with 0.5 ml of the immobilized penicillin amidase. During the reaction, the pH is kept constant by adding HCl in an attached stirred reservoir container. Samples are taken and analyzed by HPLC as shown in example 5 at particular time intervals.

Workup

  1. customis carried out at 25° C.
  2. customDuring the reaction

Sources & evidence

ORD record
ord-76ae13ba93db4ce78e8e70f1e9a58fcd
Source dataset
uspto-grants-2007_09
Patent number
US07264943B2

Reaction notes

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